ZE8

Zebularine

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is present as a standalone ligand in 1 entries

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Chemical Component Summary
Name	Zebularine
Identifiers	1-[(2R,3R,4S,5R)-5-(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]pyrimidin-2-one
Formula	C₉ H₁₂ N₂ O₅
Molecular Weight	228.202
Type	NON-POLYMER
Isomeric SMILES	C1=CN(C(=O)N=C1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O
InChI	InChI=1S/C9H12N2O5/c12-4-5-6(13)7(14)8(16-5)11-3-1-2-10-9(11)15/h1-3,5-8,12-14H,4H2/t5-,6-,7-,8-/m1/s1
InChIKey	RPQZTTQVRYEKCR-WCTZXXKLSA-N

Chemical Details
Formal Charge	0
Atom Count	28
Chiral Atom Count	4
Bond Count	29
Aromatic Bond Count	0

Drug Info: DrugBank

DrugBank ID	DB03068
Name	Zebularine
Groups	experimental
Description	A chemically stable, cytidine analog that displays anti-tumor properties. It acts as a transition state analog inhibitor of cytidine deaminase by binding to the active site as covalent hydrates. Also shown to inhibit DNA methylation and tumor growth both in vitro and in vivo.
Synonyms	1-beta-D-ribofuranosylpyrimidin-2(1H)-one Pyrimidin-2-one beta-D-ribofuranoside 4-deoxyuridine 1-beta-D-ribofuranosyl-2(1H)-pyrimidinone pyrimidin-2-one beta-ribofuranoside Zebularine Pyrimidin-2-one ribonucleoside
Categories	Nucleic Acids, Nucleotides, and Nucleosides Nucleosides Pyrimidine Nucleosides Pyrimidines Ribonucleosides
CAS number	3690-10-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cytidine deaminase	MHPRFQTAFAQLADNLQSALEPILADKYFPALLTGEQVSSLKSATGLDED...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682